Chemical oxidative polymerization of benzocaine

0359985 - ÚMCH 2012 RIV NL eng J - Článek v odborném periodiku
Marjanovic, B. - Juranic, I. - Ciric-Marjanovic, G. - Pašti, I. - Trchová, Miroslava - Holler, Petr
Chemical oxidative polymerization of benzocaine.
Reactive and Functional Polymers. Roč. 71, č. 7 (2011), s. 704-712. ISSN 1381-5148. E-ISSN 1873-166X
Grant CEP: GA ČR GA203/08/0686
Výzkumný záměr: CEZ:AV0Z40500505
Klíčová slova: benzocaine * electro-active oligomer * oxidative polymerization
Kód oboru RIV: CD - Makromolekulární chemie
Impakt faktor: 2.479, rok: 2011

Novel electroactive paramagnetic ortho-coupled aniline oligomers functionalized with ethyl ester groups were synthesized by the oxidation of the 4-carbethoxyaniline, well known anesthetic benzocaine, with ammonium peroxydisulfate in an acidic aqueous medium at room temperature. Oligobenzocaines were characterized by elemental analysis, gel-permeation chromatography, conductivity measurements, FTIR, Raman and EPR spectroscopies, and scanning electron microscopy. Theoretical study of the mechanism of benzocaine oxidation has been based on the AM1 and RM1 semi-empirical quantum chemical computations of the heat of formation and ionization energy of the benzocaine, protonated benzocaine, generated reactive species and reaction intermediates, taking into account influence of pH and solvation effects. Electroactivity of the oligobenzocaines was studied by the cyclic voltammetry.
Trvalý link: http://hdl.handle.net/11104/0006467